(1R,7aS)-hexahydro-1H-pyrrolizin-1-ylmethanol

• ChemBase ID: 178792
• Molecular Formular: C8H15NO
• Molecular Mass: 141.2108
• Monoisotopic Mass: 141.11536411
• SMILES: C1CCN2[C@H]1[C@@H](CC2)CO
• Canonical SMILES: OC[C@@H]1CCN2[C@@H]1CCC2
• InChI: InChI=1S/C8H15NO/c10-6-7-3-5-9-4-1-2-8(7)9/h7-8,10H,1-6H2/t7-,8?/m0/s1
• InChIKey: LOFDEIYZIAVXHE-JAMMHHFISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,7aS)-hexahydro-1H-pyrrolizin-1-ylmethanol
• IUPAC Traditional name: trachelanthamidine
• Synonyms: (1R,7aS)-Hexahydro-1H-pyrrolizine-1-methanol; (1R-cis)-Hexahydro-1H-pyrrolizine-1-methanol; Tracheoanthamidine; (-)-Trachelanthamidine; 2,3,5,6,7,7aα-Hexahydro-1H-pyrrolizine-1α-methanol; Trachelanthamidin; Trachelanthamidine

Database IDs

• CAS Number: 526-64-7
• PubChem SID: 164234702
• PubChem CID: 11126361

CALCULATED PROPERTIES

• Acid pKa: 15.420324
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -3.45644
• LogD (pH = 7.4): -2.9235477
• Log P: 0.031382404
• Molar Refractivity: 41.0418 cm^3
• Polarizability: 16.15159 Å^3
• Polar Surface Area: 23.47 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T704000

Trachelanthamidine is a pyrrolizidine alkaloid as serotonin 5-HT4 receptor.

REFERENCES

• Flynn, D.L., et al.: J. Med. Chem., 35, 1486 (1992)